DIRECT SEPARATION OF 4-AMINO-3-(4-CHLOROPHENYL)BUTYRIC ACID AND ANALOGS, GABA(B) LIGANDS, USING A CHIRAL CROWN-ETHER STATIONARY-PHASE

被引:17
作者
VACCHER, C [1 ]
BERTHELOT, P [1 ]
DEBAERT, M [1 ]
机构
[1] UNIV LILLE II,PHARM CHIM LAB,BP 83,3 RUE PR LAGUESSE,F-59006 LILLE,FRANCE
来源
JOURNAL OF CHROMATOGRAPHY | 1993年 / 645卷 / 01期
关键词
D O I
10.1016/0021-9673(93)80622-F
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The direct resolution of baclofen (beta-p-chlorophenyl-gamma-aminobutyric acid) and a series of four analogues was achieved by HPLC on an enantioselective crown ether column, CR(+). Chromatography was carried out with perchloric acid as mobile phase and methanol as organic modifier. The effects of temperature, pH, eluent composition and substituents are discussed. The absolute configuration is attributed. The best results were obtained with baclofen (alpha = 1.48; R(s) = 8.07).
引用
收藏
页码:95 / 99
页数:5
相关论文
共 25 条
  • [1] SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF GAMMA-AMINOBUTYRIC-ACID ANALOGS - NEW LIGAND FOR GABA-B SITES
    BERTHELOT, P
    VACCHER, C
    MUSADAD, A
    FLOUQUET, N
    DEBAERT, M
    LUYCKX, M
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (04) : 743 - 746
  • [2] SYNTHESIS, PHARMACOLOGY AND X-RAY STUDIES OF BACLOFEN ANALOGS
    BERTHELOT, P
    VACCHER, C
    FLOUQUET, N
    LUYCKX, M
    BRUNET, C
    BOULANGER, T
    FRIPPIAT, JP
    VERCAUTEREN, DP
    DEBAERT, M
    EVRARD, G
    DURANT, F
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1991, 26 (04) : 395 - 402
  • [3] GABAB RECEPTORS AND THEIR SIGNIFICANCE IN MAMMALIAN PHARMACOLOGY
    BOWERY, N
    [J]. TRENDS IN PHARMACOLOGICAL SCIENCES, 1989, 10 (10) : 401 - 407
  • [4] BACLOFEN - 10 YEARS ON
    BOWERY, NG
    [J]. TRENDS IN PHARMACOLOGICAL SCIENCES, 1982, 3 (10) : 400 - 403
  • [5] GABA RECEPTOR MULTIPLICITY - VISUALIZATION OF DIFFERENT RECEPTOR TYPES IN THE MAMMALIAN CNS
    BOWERY, NG
    PRICE, GW
    HUDSON, AL
    HILL, DR
    WILKIN, GP
    TURNBULL, MJ
    [J]. NEUROPHARMACOLOGY, 1984, 23 (2B) : 219 - 231
  • [6] BOWERY NG, 1992, ARZNEIMITTELFORSCH, V42-1, P215
  • [7] DASGUPTA V, 1987, J LIQ CHROMATOGR, V10, P749
  • [8] PREPARATIVE REVERSED-PHASE CHROMATOGRAPHY OF POLAR AND NONPOLAR METABOLITES ON COLUMNS PACKED WITH MICRONIZED XAD-2 RESIN
    DIETERLE, W
    FAIGLE, JW
    MORY, H
    [J]. JOURNAL OF CHROMATOGRAPHY, 1979, 168 (01): : 27 - 34
  • [9] BACLOFEN-H-3 AND H-3-GABA BIND TO BICUCULLINE-INSENSITIVE GABA-B SITES IN RAT-BRAIN
    HILL, DR
    BOWERY, NG
    [J]. NATURE, 1981, 290 (5802) : 149 - 152
  • [10] IMPROVED GAS-LIQUID-CHROMATOGRAPHIC METHOD FOR THE DETERMINATION OF BACLOFEN IN PLASMA AND URINE
    KOCHAK, G
    HONC, F
    [J]. JOURNAL OF CHROMATOGRAPHY, 1984, 310 (02): : 319 - 326